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https://hdl.handle.net/10356/86888
Title: | Combining the catalytic enantioselective reaction of visible-light-generated radicals with a by-product utilization system | Authors: | Huang, Xiaoqiang Luo, Shipeng Burghaus, Olaf Webster, Richard David Harms, Klaus Meggers, Eric |
Keywords: | By-product Utilization Enantioselective Radicals |
Issue Date: | 2017 | Source: | Huang, X., Luo, S., Burghaus, O., Webster, R. D., Harms, K., & Meggers, E. (2017). Combining the catalytic enantioselective reaction of visible-light-generated radicals with a by-product utilization system. Chemical Science, 8(10), 7126-7131. | Series/Report no.: | Chemical Science | Abstract: | We report an unusual reaction design in which a chiral bis-cyclometalated rhodium(III) complex enables the stereocontrolled chemistry of photo-generated carbon-centered radicals and at the same time catalyzes an enantioselective sulfonyl radical addition to an alkene. Specifically, employing inexpensive and readily available Hantzsch esters as the photoredox mediator, Rh-coordinated prochiral radicals generated by a selective photoinduced single electron reduction are trapped by allyl sulfones in a highly stereocontrolled fashion, providing radical allylation products with up to 97% ee. The hereby formed fragmented sulfonyl radicals are utilized via an enantioselective radical addition to form chiral sulfones, which minimizes waste generation. | URI: | https://hdl.handle.net/10356/86888 http://hdl.handle.net/10220/44207 |
ISSN: | 2041-6520 | DOI: | 10.1039/C7SC02621H | Schools: | School of Physical and Mathematical Sciences | Rights: | © 2017 The Author(s) (published by Royal Society of Chemistry). This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. | Fulltext Permission: | open | Fulltext Availability: | With Fulltext |
Appears in Collections: | SPMS Journal Articles |
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Combining the catalytic enantioselective reaction of visiblelightgenerated radicals with a byproduct utilization system.pdf | 1.11 MB | Adobe PDF | View/Open |
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